Stadium: Court 10 Round: 25 Ground: Clay
| Challenger Oeiras | 2023/05/15 11:15 | Eduardo Ribeiro v Sebastian Fanselow | 6-2,6-4 |
| Challenger Oeiras | 2023/05/14 15:00 | Sebastian Fanselow v Alejandro Moro Canas | 7-5,6-4 |
| Challenger Francavilla | 2023/05/08 12:35 | Moez Echargui v Sebastian Fanselow | 5-7,6-3,6-0 |
| Challenger Francavilla | 2023/05/07 13:15 | Lorenzo Carboni v Sebastian Fanselow | 5-7,6-4,4-6 |
| ITF M25 Santa Margherita | 2023/05/06 07:55 | Sebastian Fanselow v Daniel Michalski | 1-6,2-6 |
| ITF M25 Santa Margherita | 2023/05/05 08:00 | Tommaso Compagnucci v Sebastian Fanselow | 2-6,3-6 |
| ITF M25 Santa Margherita | 2023/05/04 09:30 | Sebastian Fanselow v Giovanni Oradini | 6-7,6-3,7-5 |
| ITF M25 Santa Margherita | 2023/05/03 15:55 | Sebastian Fanselow v Piotr Matuszewski | 7-5,1-6,6-4 |
| ITF M25 Kursumlijska Banja | 2023/05/10 12:05 | Marko Andrejic v Andrey Chepelev | 3-6,6-7 |
| ITF M25 Kursumlijska Banja | 2023/05/09 10:10 | Marko Andrejic v Maxim Krapivin | 6-7,0-6 |
| ITF M25 Kursumlijska Banja | 2023/05/08 08:40 | Marko Andrejic v Luka Todorovic | 6-2,6-2 |
| ITF M15 Kursumlijska Banja | 2023/05/02 07:00 | Marko Andrejic v Simone Agostini | 1-6,6-1,4-10 |
| ITF M15 Kursumlijska Banja | 2023/05/01 11:40 | Marko Andrejic v Stijn Pel | 6-2,7-6 |
| ITF M15 Kursumlijska Banja | 2023/04/27 07:00 | Marko Andrejic v Denis Klok | 2-6,4-6 |
| ITF M15 Kursumlijska Banja | 2023/04/26 10:00 | Marko Andrejic v Tarik Bajrovic | 6-4,6-2 |
| ITF M15 Kursumlijska Banja | 2023/04/24 16:05 | Marko Andrejic v Egor Gorin | 6-2,6-2 |